| 1 | If You Had My LoveJennifer Lopez | 1 | Chart history → |
| 2 | Last KissPearl Jam | 49 | Chart history → |
| 3 | Livin' La Vida LocaRicky Martin | 2 | Chart history → |
| 4 | No ScrubsTLC | 3 | Chart history → |
| 5 | Where My Girls At?702 | 4 | Chart history → |
| 6 | I Want It That WayBackstreet Boys | 9 | Chart history → |
| 7 | The Hardest Thing98 Degrees | 22 | Chart history → |
| 8 | FortunateMaxwell | 5 | Chart history → |
| 9 | Kiss MeSixpence None The Richer | 6 | Chart history → |
| 10 | That Don't Impress Me MuchShania Twain | 7 | Chart history → |
| 11 | It's Not Right But It's OkayWhitney Houston | 17 | Chart history → |
| 12 | 808Blaque | 8 | Chart history → |
| 13 | Wild Wild WestWill Smith Featuring Dru Hill & Kool Mo Dee | 13 | Chart history → |
| 14 | Chante's Got A ManChante Moore | 10 | Chart history → |
| 15 | Happily Ever AfterCase | 15 | Chart history → |
| 16 | No PigeonsSporty Thievz Featuring Mr. Woods | 73 | Chart history → |
| 17 | Almost Doesn't CountBrandy | 16 | Chart history → |
| 18 | Who DatJT Money Featuring Sole | 11 | Chart history → |
| 19 | Every MorningSugar Ray | 12 | Chart history → |
| 20 | Give It To YouJordan Knight | 14 | Chart history → |
| 21 | All StarSmash Mouth | 21 | Chart history → |
| 22 | Anywhere112 Featuring Lil'z | 18 | Chart history → |
| 23 | SlideGoo Goo Dolls | 19 | Chart history → |
| 24 | Please Remember MeTim McGraw | 20 | Chart history → |
| 25 | What It's LikeEverlast | 24 | Chart history → |
| 26 | BelieveCher | 23 | Chart history → |
| 27 | SometimesBritney Spears | 28 | Chart history → |
| 28 | I Will Remember You (Live)Sarah McLachlan | 32 | Chart history → |
| 29 | Sweet LadyTyrese | 25 | Chart history → |
| 30 | Write This DownGeorge Strait | 27 | Chart history → |
| 31 | Tell Me It's RealK-Ci & JoJo | 36 | Chart history → |
| 32 | Did You Ever ThinkR. Kelly | 30 | Chart history → |
| 33 | God Must Have Spent A Little More Time On YouAlabama Featuring 'N Sync | 33 | Chart history → |
| 34 | Heartbreak HotelWhitney Houston Feat. Faith Evans & Kelly Price | 26 | Chart history → |
| 35 | Holla HollaJa Rule | 35 | Chart history → |
| 36 | Fly AwayLenny Kravitz | 29 | Chart history → |
| 37 | Whatever You SayMartina McBride | 39 | Chart history → |
| 38 | Beautiful StrangerMadonna | 55 | Chart history → |
| 39 | AmazedLonestar | 44 | Chart history → |
| 40 | Back 2 Goodmatchbox 20 | 38 | Chart history → |
| 41 | With YouLila McCann | 41 | Chart history → |
| 42 | Lesson In Leavin'Jo Dee Messina | 51 | Chart history → |
| 43 | Angel Of MineMonica | 37 | Chart history → |
| 44 | Two TeardropsSteve Wariner | 34 | Chart history → |
| 45 | Better Days (And The Bottom Drops Out)Citizen King | 45 | Chart history → |
| 46 | If You (Lovin' Me)Silk | 31 | Chart history → |
| 47 | Tonight The Heartache's On MeDixie Chicks | 47 | Chart history → |
| 48 | Praise YouFatboy Slim | 42 | Chart history → |
| 49 | ...Baby One More TimeBritney Spears | 46 | Chart history → |
| 50 | A Night To RememberJoe Diffie | 52 | Chart history → |
| 51 | Scar TissueRed Hot Chili Peppers | 58 | Chart history → |
| 52 | Bills, Bills, BillsDestiny's Child | 84 | Chart history → |
| 53 | My Own Worst EnemyLit | 53 | Chart history → |
| 54 | One Honest HeartReba | 54 | Chart history → |
| 55 | You Won't Ever Be LonelyAndy Griggs | 48 | Chart history → |
| 56 | What's It Gonna Be?!Busta Rhymes Featuring Janet | 40 | Chart history → |
| 57 | Strong EnoughCher | 57 | Chart history → |
| 58 | Single White FemaleChely Wright | 59 | Chart history → |
| 59 | Hey Leonardo (She Likes Me For Me)Blessid Union Of Souls | 65 | Chart history → |
| 60 | Man! I Feel Like A Woman!Shania Twain | 43 | Chart history → |
| 61 | Little Good-ByesSHeDAISY | 62 | Chart history → |
| 62 | Blue MondayOrgy | 61 | Chart history → |
| 63 | I Could Not Ask For MoreEdwin McCain | — | Chart history → |
| 64 | YouJesse Powell | 64 | Chart history → |
| 65 | The Cup Of Life (The Official Song Of The World Cup, France '98)Ricky Martin | 75 | Chart history → |
| 66 | Everything Is EverythingLauryn Hill | 70 | Chart history → |
| 67 | RollercoasterB*Witched | 67 | Chart history → |
| 68 | She's So HighTal Bachman | 78 | Chart history → |
| 69 | LatelyTyrese | 80 | Chart history → |
| 70 | Crazy Little Thing Called LoveDwight Yoakam | 81 | Chart history → |
| 71 | Hello L.O.V.E.John Michael Montgomery | 71 | Chart history → |
| 72 | How Forever FeelsKenny Chesney | 66 | Chart history → |
| 73 | Anyone ElseCollin Raye | 60 | Chart history → |
| 74 | She's Always RightClay Walker | 76 | Chart history → |
| 75 | Wish You Were HereMark Wills | 68 | Chart history → |
| 76 | UnprettyTLC | — | Chart history → |
| 77 | MillenniumRobbie Williams | 72 | Chart history → |
| 78 | Who Needs PicturesBrad Paisley | 85 | Chart history → |
| 79 | We Like To Party!Vengaboys | 63 | Chart history → |
| 80 | The Secret Of LifeFaith Hill | — | Chart history → |
| 81 | My Favorite GirlDave Hollister | 56 | Chart history → |
| 82 | Jigga My N****JAY-Z | — | Chart history → |
| 83 | NannTrick Daddy Featuring Trina | 74 | Chart history → |
| 84 | You Are EverythingDru Hill | 97 | Chart history → |
| 85 | Slave To The HabitShane Minor | 95 | Chart history → |
| 86 | Sitting HomeTotal | 69 | Chart history → |
| 87 | I Drive Myself Crazy'N Sync | 90 | Chart history → |
| 88 | I'll Think Of A Reason LaterLee Ann Womack | 86 | Chart history → |
| 89 | Anything But DownSheryl Crow | 83 | Chart history → |
| 90 | OneCreed | 87 | Chart history → |
| 91 | It Ain't My Fault 1 & 2Silkk The Shocker Featuring Mystikal | 82 | Chart history → |
| 92 | LifeK-Ci & JoJo | 94 | Chart history → |
| 93 | What's So DifferentGinuwine | 77 | Chart history → |
| 94 | Watch Out NowThe Beatnuts Featuring Yellaklaw | — | Chart history → |
| 95 | HeavyCollective Soul | 100 | Chart history → |
| 96 | She's A BitchMissy "Misdemeanor" Elliott | — | Chart history → |
| 97 | It's Over NowDeborah Cox | 88 | Chart history → |
| 98 | Why Don't You Get A Job?The Offspring | 93 | Chart history → |
| 99 | Let Me KnowCam'ron | — | Chart history → |
| 100 | Players HolidayT.W.D.Y. Featuring Too Short & Mac Mall | 96 | Chart history → |